2-isopropenylthieno[2,3-b][1,5]benzoxazepin-4(5H)-one → 2-isopropylthieno[2,3-b][1,5]benzoxazepin-4(5H)-one

HRID 1281885Notes

Reaction equation

HRID 1281885 reaction equation
[C:1]([C:4]1[S:18][C:7]2[O:8][C:9]3[CH:17]=[CH:16][CH:15]=[CH:14][C:10]=3[NH:11][C:12](=[O:13])[C:6]=2[CH:5]=1)([CH3:3])=[CH2:2].[H][H]>O1CCOCC1.[Pd]>[CH:1]([C:4]1[S:18][C:7]2[O:8][C:9]3[CH:17]=[CH:16][CH:15]=[CH:14][C:10]=3[NH:11][C:12](=[O:13])[C:6]=2[CH:5]=1)([CH3:3])[CH3:2]

Participants

5

Reactant 2

HCID 184222742-isopropenylthieno[2,3-b][1,5]benzoxazepin-4(5H)-oneHCID 178418361HCID 178418361, compound

Product 1

HCID 184222302-isopropylthieno[2,3-b][1,5]benzoxazepin-4(5H)-oneYield 76.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 312751,4-DioxaneSolvent

Conditions

Temperature
40 °C

Procedure

2-Isopropenylthieno[2,3-b][1,5]benzoxazepin-4(5H)-one (780 mg) was suspended in dioxane (40 ml) and 10% palladium-activated charcoal (100 mg) was added. Hydrogen was sealed in and the mixture was stirred at 40° C., 50 atm for 7.5 hours. The catalyst was filtered off and the solvent was evaporated under reduced pressure to give 2-isopropylthieno[2,3-b][1,5]benzoxazepin-4(5H)-one (600 mg).

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-6d348c0a7c24433b8439a53d1366c211
Source dataset
uspto-grants-2002_09
Patent number
US06455521B1

Reaction notes

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